(2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester

Base Information

• Chemical Name: (2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester
• CAS No.: 1028203-30-6
• Molecular Formula: C₁₈H₂₅NO₄
• Molecular Weight: 319.401
• Mol file: 1028203-30-6.mol

Synonyms:(2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester

Chemical Property of (2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester

There total 1 articles about (2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

homoalylic alcohol (627-27-0) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester (1028203-30-6)

Guidance literature:

With dmap; benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tet.2012.06.004

Reference yield: 68.0%

(2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester (1028203-30-6) → (2S,2S)-2-tert-butoxycarbonylamino-3-phenylpropionic acid 6-(2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)hex-3-enyl ester

Guidance literature:

(2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 6h; Heating;

With dimethyl sulfoxide; In dichloromethane; at 20 ℃; Further stages.;

DOI:10.1016/j.tet.2008.02.043

Reference yield: 61.0%

(2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester (1028203-30-6) + (bromodifluormethyl)triphenylphosphonium bromide (58201-66-4) + acetyl chloride (75-36-5) → (S)-5,5-difluoropentyl 2-acetamido-3-phenylpropanoate

Guidance literature:

(2S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid but-3-enyl ester; (bromodifluormethyl)triphenylphosphonium bromide; With tetrahydrofuran; tris[2-phenylpyridinato-C²,N]iridium(III); water; potassium hydrogencarbonate; triphenylphosphine; sodium iodide; at 20 ℃; for 10h; Irradiation; Glovebox; Inert atmosphere;

acetyl chloride; With triethylamine; In dichloromethane; for 5h;

DOI:10.1002/anie.201509282

upstream raw materials:

homoalylic alcohol

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

C₄₂H₅₆N₄O₁₀